Formation of amide bonds without a condensation agent and implications for origin of life
- PMID: 8159243
- DOI: 10.1038/368836a0
Formation of amide bonds without a condensation agent and implications for origin of life
Abstract
Amide bonds are of central importance for biochemistry; in the guise of peptide bonds, they form the backbone of proteins. The formation of amide bonds without the assistance of enzymes poses a major challenge for theories of the origin of life. Enzyme-free formation of amide bonds between amino acids has been demonstrated in the presence of condensing agents such as cyanamide. Here we report the formation of amide bonds in aqueous solution in the absence of any condensing agent. We find that the formation of pyrite (FeS2) from FeS and H2S can provide the driving force for reductive acetylation of amino acids with mercaptoacetic acid (HSCH2COOH). The redox energy of pyrite formation permits the activation of the carboxylic acid group, which is converted to a species that reacts readily with amines. This process provides support for the chemo-autotrophic theory for the origin of life, in which pyrite formation supplies the energy source for the first autocatalytic reproduction cycle.
Similar articles
-
Energetics and kinetics of the prebiotic synthesis of simple organic acids and amino acids with the FeS-H2S/FeS2 redox couple as reductant.Orig Life Evol Biosph. 1999 Jan;29(1):5-32. doi: 10.1023/a:1006558802113. Orig Life Evol Biosph. 1999. PMID: 10077866 Review.
-
[FeS/FeS2], a redox system for the origin of life (some experiments on the pyrite-hypothesis).Orig Life Evol Biosph. 1994 Feb;24(1):43-56. doi: 10.1007/BF01582038. Orig Life Evol Biosph. 1994. PMID: 11536658
-
The energetics of the reductive citric acid cycle in the pyrite-pulled surface metabolism in the early stage of evolution.J Theor Biol. 2007 Sep 21;248(2):251-8. doi: 10.1016/j.jtbi.2007.05.001. Epub 2007 May 8. J Theor Biol. 2007. PMID: 17585946
-
Investigation of the prebiotic synthesis of amino acids and RNA bases from CO2 using FeS/H2S as a reducing agent.Proc Natl Acad Sci U S A. 1995 Dec 5;92(25):11904-6. doi: 10.1073/pnas.92.25.11904. Proc Natl Acad Sci U S A. 1995. PMID: 8524872 Free PMC article.
-
Emerging methods in amide- and peptide-bond formation.Curr Opin Drug Discov Devel. 2006 Nov;9(6):765-75. Curr Opin Drug Discov Devel. 2006. PMID: 17117685 Review.
Cited by
-
Adsorption and polymerization of amino acids on mineral surfaces: a review.Orig Life Evol Biosph. 2008 Jun;38(3):211-42. doi: 10.1007/s11084-008-9128-3. Epub 2008 Mar 15. Orig Life Evol Biosph. 2008. PMID: 18344011 Review.
-
Chiral symmetry breaking during the self-assembly of monolayers from achiral purine molecules.J Mol Evol. 1996 Nov;43(5):419-24. doi: 10.1007/BF02337512. J Mol Evol. 1996. PMID: 8875854
-
β-Silyl alkynoates: Versatile reagents for biocompatible and selective amide bond formation.Sci Adv. 2024 Sep 20;10(38):eadp7544. doi: 10.1126/sciadv.adp7544. Epub 2024 Sep 18. Sci Adv. 2024. PMID: 39292777 Free PMC article.
-
Energetics and kinetics of the prebiotic synthesis of simple organic acids and amino acids with the FeS-H2S/FeS2 redox couple as reductant.Orig Life Evol Biosph. 1999 Jan;29(1):5-32. doi: 10.1023/a:1006558802113. Orig Life Evol Biosph. 1999. PMID: 10077866 Review.
-
Thioesters provide a plausible prebiotic path to proto-peptides.Nat Commun. 2022 May 11;13(1):2569. doi: 10.1038/s41467-022-30191-0. Nat Commun. 2022. PMID: 35562173 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Miscellaneous